1-benzenesulfonyl-3-bromo-5-fluoro-1H-indole → 3-[4-(1-Benzenesulfonyl-5-fluoro-1H-indol-3-ylsulfanyl)-2-methyl-phenyl]-pyrrolidine-1-carboxylic acid tert-butyl ester

HRID 503938Notes

Reaction equation

HRID 503938 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH:10]([C:13]2[CH:18]=[CH:17][C:16]([SH:19])=[CH:15][C:14]=2[CH3:20])[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:21]1([S:27]([N:30]2[C:38]3[C:33](=[CH:34][C:35]([F:39])=[CH:36][CH:37]=3)[C:32](Br)=[CH:31]2)(=[O:29])=[O:28])[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>>[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH:10]([C:13]2[CH:18]=[CH:17][C:16]([S:19][C:32]3[C:33]4[C:38](=[CH:37][CH:36]=[C:35]([F:39])[CH:34]=4)[N:30]([S:27]([C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=4)(=[O:29])=[O:28])[CH:31]=3)=[CH:15][C:14]=2[CH3:20])[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 594283491-benzenesulfonyl-3-bromo-5-fluoro-1H-indoleHCID 594283843-(4-Mercapto-2-methyl-phenyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 594284043-[4-(1-Benzenesulfonyl-5-fluoro-1H-indol-3-ylsulfanyl)-2-methyl-phenyl]-pyrrolidine-1-carboxylic acid tert-butyl ester

Procedure

3-(4-Mercapto-2-methyl-phenyl)-pyrrolidine-1-carboxylic acid tert-butyl ester was reacted with 1-benzenesulfonyl-3-bromo-5-fluoro-1H-indole using the procedure of step 1 of Example 3 to provide 3-[4-(1-Benzenesulfonyl-5-fluoro-1H-indol-3-ylsulfanyl)-2-methyl-phenyl]-pyrrolidine-1-carboxylic acid tert-butyl ester.

Sources & evidence

ORD record
ord-b360edb57f1c43e3b5c215fabeff1676
Source dataset
uspto-grants-2010_08
Patent number
US07776910B2

Reaction notes

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